Red disazo dye and process of making same.



UNITED STA S PATENT OFFICE.

ARNOLD SGHEDLER, OF BASED. SWITZERLAND, ASSIGNOR TO SOCIETY OF CHEMICALINDUSTRY IN BASLE, O1 BASEL. SWITZERLAND.

BED DISAZO DYE AND PROCESS OF MAKING SAME.

Specification of Letters Patent. Patented on, 1 4, 1909, Applicationfiled a n as, 1900. Serial Io. 492,029.

No Drawing.

15-20 C. The diuzotization is accoma lished after stirring during twohours.

he thus obtained dia-zoazo compound is introduced into an alkalinesolution of 22 kilos of meta-aminphenyl-5-pyrazolone-3- carboxylic acid,the whole is boiled u and the dyestutf is completely salted out, fitered pressed and dried. The dyestuff obtained constitutes in dry statea brown-red powcler, which dissolves in water with a bluishredcoloration. Its direct dyeings on unmordanted cotton show scarlet-redtints, which become very fast to washing, when diazotized on the fiberand developed with To all wlwm it me concern:

Be it known t at I, Anson) Scnnonmz, chemist and doctor of philosophy, acitizen of the Swiss Republic, and resident of Basel, Switzerland haveinvented new and useful Red Disazo estufis and a Process for theManufacture of the Same, of which the following is a full, clear, andexact specification.

It has been found, that new valuable disazo-dyestufls can be obtained bydiaz0tizing the mono-azo-dyestufis of the general formula =C-Rv-Nll: a.n beta-naphthol. R N N 'lgg Exaxsnfile II: 22.3 kilos of2:8naphthylaminfonic acid are diazotized in the (derived from onemolecule of a monodiazo compound and one molecule of an aminoaryl-1:2-naphthimidazal 5-0 -7- sulfonic acid) and combining the resu tingdiazo-azo compound with one molecule of an usual manner and combinedwith 36 kilos of meta aminophenyl 1 :2 -naphthimidazol- 5-oxy-T-sulfonic acid. The result' monoazo-dyestuif is then diazotized int e manner described in Exam lo I and theresultaminoaryl-5-pyrazolone-3-oarboxylic and dinzo-azo com umintroduced in an UHPQO al aline watery so ution of 22 kilos ofmetaboxylic acid. T e d estu 5 thus obtained OOH yield on cotton blui-red tints, which be- These new d estufi's constitute m s at come fastto washin by further diazotizared to reddl -brown wders whl (118- tionon the fiber and levelopment with betasolve in water with e owish-red tobluishred coloration and ye unmordanted cotton clear yellowish-red tobluish scarlet-red tints. By dlazotation on the fiber and subsequentdevelopment with beta-11a hthol they yield valuable red tints, whichesides their good fastness to acids distinguish themselves by a rcatfastness to washing.

lhe process for the manufacture of the new dyestull's is illustrated bythe following examples:

Example I: 12.1 kilos of pan-:vxylidm are dissolved in 200 liters ofwater by adding kilos of concentrated hydrochloric acid and diazotizcrl,while cooled with ice, with 7 kilos of sodium nitrite, whcrcn ion thediam-solution is poured into an a knlinc solution of 36 kilos ofmeta-aminophcnyl-l. El-xmpbthimidnzoHi-ox -7-snlfonic ucid. Thecombination is at cctcd after a short time. The mass is then firstncntrulizml with hvdrmahloric acid and an ex nose of ltios ofconcentrated hydrochloric ucld having afterward brcu added, u solutionof 7.5 lulos of .smllum nitrite in nllowcd to run in at u. tmnpcrnturcof about no. hthol.

n the foregoing exam )les the xylidin and the 2:8 nnphth lamin-su fonicacid may be replaced by at icr nmins or their substitution pmducis. Forinstance anilin, anilinmeta-sulfonic acid and anilinara-sulfonic acidgive yellowish-red, anisi in, toluidin, chloranilin,para-amlnoactanilid, betaunphthylamin and 2:6 or 2:5-naphthylaminsutonic acid scarlet-red to blue-red shades. Further instead of themonoazo-dycstufl's derived from metu-amidophenl-1z2-naphthimidazoLfi-uxy-Y-sulfonic aci there may also be used thecorresponding dyestnlis dcriving l'rmn the parummidophenyl-ltil-naphthilmdazol 5 oxy 7 sulfonic acid, wluch yields, by itscombination with muidophcnylpyrnzolone-cnrboxylic acid, disazo-dycstntl's of much bluer shades.

What 1 claim is:

1. The herein described n'occss l'or the manufacture of rod disazolycstnll's, which consists in first diazotizlnp; tho mononzodycstull'.obtained by the combination of one lnolcouloof un nnuuouryl-l:Z-mnphthimiduZoI-FI-oXY'T-MIIl'onic acid with one. moletill llll

cule of a monodinzo compound and subsequently combining the thusobtained diazoazo compound with one molecule of an aminonlzylfiyrazolone-3carboxyl1c acid.

2. Ihe herein described recess for the manufacture of red disazoyestulfs, which consists in first diazotizing the monoazodyestuflrcsulting from the combination of one molecule of anaminophenyl-1:2-naphthimidazol-fi-oxy-I-sulfonic acid with one moleculeof a monodiazo compound and combining subsequently the thus obtaineddiazo-azo derivative with one molecule of anuminophenyl-5-pyrazolone-3-carboxylic acid.

3. As new products, the red disazo-dyestufi's, which may be obtained bydiazotizmg the monoazo-dyestufi, resultin from the combination of onemolecule 0 an aminophenyl-l Q-naphthimidazol-fi-oxy-T-sulfonic acid withone molccule of a mono-diam compound and combinin the thus obtained dmzo-azo derivative with one molecule of anammophenyl-5-pyrazolone-3-carboxylic acid, the said dlsuzo-dyestufi'sconstitutin in dry state red to brown-red powders, so uble in wa terwith a yellowish red to blue-red coloration and dyeini; unmordantedcotton clear yellow-red to b ue-red shades, yielding by furtherdinzotizing on the fiber and subseuent development with beta-miphtholvalua la red tints fast to washing.

In witness whereof I have hereunto signed my name this 16th day of April1909, in the presence of two subscribing witnesses.

ARNOLD SCHEDLER.

W'itnesses:

Gm. Glrrono, Ammo Rrrrnn.

